1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 10299133, compound

HRID 2086413Notes

Reaction equation

HRID 2086413 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[C:13]([CH2:15][CH2:16][CH:17]=O)[O:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[F:19][C:20]([F:35])([F:34])[C:21]1[CH:33]=[CH:32][CH:31]=[CH:30][C:22]=1[CH2:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[C:13]([CH2:15][CH2:16][CH2:17][N:27]3[CH2:26][CH2:25][N:24]([CH2:23][C:22]4[CH:30]=[CH:31][CH:32]=[CH:33][C:21]=4[C:20]([F:34])([F:35])[F:19])[CH2:29][CH2:28]3)[O:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727321HCID 22727321, compound

Product 1

HCID 10299133HCID 10299133, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(3-nitrophenyl)isoxazol-5-yl]propanal (10 mg, 0.04 mmol) and 1-[2-(trifluoromethyl)benyl]piperazine (8.4, 0.04 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (26 mg, 0.12 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 4.8 hr and followed the same processes as in Example 1 to obtain 15.4 mg (79.9%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 4.8 hr

Sources & evidence

ORD record
ord-ad39ba6a2c034a8791e172ba12a83d96
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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